Windsor Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
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Invercargill City Centre

2 out of top 10 points of interest in this area
4.5/5(6 area reviews)

Unique features of Invercargill City Centre include the theatres and bars. Make a stop by Civic Theatre or Classic Motorcycle Mecca while you're exploring the area.

Find hotels in Invercargill City Centre

Top hotels in Windsor

Kelvin Hotel

Kelvin Hotel

3.5 out of 5
20 Kelvin Street, Invercargill
Fully refundableReserve now, pay when you stay
The price is S$98 per night from 20 Jul to 21 Jul
S$98
20 Jul - 21 Jul
includes taxes & fees
8.4/10 Very Good! (913 reviews)
"Everything was great except the pillows were unfortunately really uncomfortable. Otherwise excellent."

Reviewed on 15 Jul, 2025

Kelvin Hotel
Ascot Park Hotel

Ascot Park Hotel

4 out of 5
Corner of Tay Street & Racecourse Road, Invercargill
8.8/10 Excellent! (790 reviews)
"The kids enjoyed the swimming pool. Breakfast was great. Room was nice. Great location and quiet, easy parking. Really enjoyed our stay."

Reviewed on 13 Jul, 2025

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Ascot Park Hotel
The Langlands Hotel

The Langlands Hotel

4.5 out of 5
59 Dee St, Invercargill, Southland
The price is S$190 per night from 3 Aug to 4 Aug
S$190
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (197 reviews)
"Property staff were very helpful from checking, restaurant and cleaning. Peaceful setting and a great place to recharge."

Reviewed on 8 Jul, 2025

The Langlands Hotel
See all 103 properties in Windsor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Windsor holiday package cost?
From as little as . Yes, you read that right. Our Windsor holiday packages are an awesome way to make your budget stretch further. Bundle your preferred flights, hotels and rental car and get out and see this destination your way.
How do I get a cheap travel package to Windsor?
You'll save a ton of money if you bundle your flights, car rentals and hotels into a Windsor holiday package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 airlines and 1,000,000 properties all over the world, which means you'll always have plenty of options to choose from. Eager to save even more? Add some interesting activities to your package deal and unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Windsor?
We recommend staying near the action. Many visitors favor hotels around popular attractions, such as Southland Hospital, Bill Richardson Transport World and Stadium Southland.
How far in advance should I book my Windsor holiday?
It can be hard to know when is the ideal time to book your Windsor trip. But generally the earlier you book, the cheaper the prices. In some cases, you can lock in your flights and hotels nearly a year prior to departure. If you're hoping for a last-minute getaway, no need to fret! There are great bargains featured on Expedia every single day.
What does an Expedia Windsor travel package include?
From airfares and hotels to rental cars, Expedia can help you put together a Windsor package that's perfect for you. Heading away for a week or two? Give some thought to a flight, hotel and rental car bundle. If you're taking a short break, a hotel and flight deal may suit you better. Tours and activities can be added once you've made your booking. Our holiday packages make it a cinch to save and plan.
What should I know before booking a Windsor travel package?
When you book your hotels, flights and car rentals together, you'll pick up amazing discounts. Whether you're organising a beach break in a villa or would rather stay in a cosy apartment in the city, Expedia can help make it happen.
Can I choose my airline with a Windsor Expedia holiday package?
Yes, and with more than 550 airlines to choose from across the globe, you have plenty of choice. Look through the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Windsor holiday package?
Yes, you can. We understand that life happens, so we're happy to help if you need to make changes to your Windsor holiday package. You may be able to cancel or amend your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.